Structure Database (LMSD)

HO O HO O O OH OH HO O O O HO HO HO O H H H
Common Name
Spongipregnoloside C
Systematic Name
3-O-(Rhaa1-4(Rhaa1-2)Glcb)-3β-hydroxy-pregna-5,16-dien-20-one
Synonyms
  • 3beta-(alpha-L-rhamnopyranosyl-(1-4)[alpha-L-rhamnopyranosyl-(1-2)]-beta-D-glucopyranosyloxy)-pregna-5,16-dien-20-one
  • 3-O-alpha-L-rhamnopyranosyl-(1-4)[alpha-L-rhamnopyranosyl-(1-2)]-beta-D-glucopyranosyl)-3beta-hydroxy-pregna-5,16-dien-20-one
LM ID
LMST02030219
Formula
C39H62O15
Exact Mass
Calculate m/z
770.408875
Status
Active
Show lipids differing only in stereochemistry/bond geometry

Main

Classification

Category
Main Class
Sub Class
Sterol Lipids [ST]
Steroids [ST02]
C21 steroids (gluco/mineralocorticoids, progestogins) and derivatives [ST0203]

String Representations

InChiKey (Click to copy)
NDEUIBHHZWDISF-REJRBWNSSA-N
InChi (Click to copy)
InChI=1S/C39H62O15/c1-16(41)22-8-9-23-21-7-6-19-14-20(10-12-38(19,4)24(21)11-13-39(22,23)5)51-37-34(54-36-31(47)29(45)27(43)18(3)50-36)32(48)33(25(15-40)52-37)53-35-30(46)28(44)26(42)17(2)49-35/h6,17-18,20-37,40,42-48H,7-15H2,1-5H3/t17-,18-,20-,21-,22+,23-,24-,25+,26-,27-,28+,29+,30+,31+,32-,33+,34+,35-,36-,37+,38-,39+/m0/s1
SMILES (Click to copy)
[C@]12(CC=C3C[C@@H](O[C@H]4[C@H](O[C@H]5[C@H](O)[C@H](O)[C@@H](O)[C@H](C)O5)[C@@H](O)[C@H](O[C@H]5[C@H](O)[C@H](O)[C@@H](O)[C@H](C)O5)[C@@H](CO)O4)CC[C@]3(C)[C@@]1([H])CC[C@]1(C)[C@@H](C(=O)C)CC[C@@]21[H])[H]

References

Taxonomy Information

Curated from
NCBI taxonomy class
Reference
Dioscorea spongiosa (#394307)
Magnoliopsida (#3398)
The Dioscorea genus: a review of bioactive steroid saponins,
J Nat Med, 2007

Other Databases

PubChem CID
52931512

Calculated Physicochemical Properties

Heavy Atoms 54
Rings 7
Aromatic Rings 0
Rotatable Bonds 8
Van der Waals Molecular Volume 723.31
Topological Polar Surface Area 240.50
Hydrogen Bond Donors 8
Hydrogen Bond Acceptors 15
logP 4.91
Molar Refractivity 195.64

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Created at
-
Updated at
13th Sep 2021